An example vector path trajectory imitation system is configured to create a new vector path or to extend an existing vector path based on a reference. In this manner, a user (e.g., artist, illustrator, or designer) does not need to tweak individual anchor points to align a trajectory of the new vector path with the trajectory of the reference. Instead, the user moves a position indicator (e.g., a mouse cursor) on a digital canvas in a freehand fashion while the vector path trajectory imitation system provides visual feedback to show the user how a resultant curve will look. When the user reaches a position on the digital canvas where a new vector path is to be drawn, the user can perform an action (e.g., releasing a mouse button) and the new vector path, which follows the trajectory of the reference, is created.